64037-15-6

Basic information

• Product Name: 5-Methylbenzoxazole-2-amine
• Synonyms: 5-Methyl-2-benzoxazolamine;5-Methylbenzoxazole-2-amine;2-Benzoxazolamine, 5-methyl-;Nsc24990;5-Methyl-benzooxazol-2-ylamine;5-methyl-1,3-benzoxazol-2-amine(SALTDATA: FREE);5-Methyl-2-aMinobenzoxazol;(5-methyl-1,3-benzoxazol-2-yl)amine
• CAS NO: 64037-15-6
• Molecular Formula: C₈H₈N₂O
• Molecular Weight: 148.17
• Mol File: 64037-15-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 125-131 °C
• Boiling Point: 268.75°C (rough estimate)
• Flash Point: 131.4°C
• Appearance: /
• Density: 1.1828 (rough estimate)
• Vapor Pressure: 0.00171mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 4.24±0.10(Predicted)
• CAS DataBase Reference: 5-Methylbenzoxazole-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methylbenzoxazole-2-amine(64037-15-6)
• EPA Substance Registry System: 5-Methylbenzoxazole-2-amine(64037-15-6)

Safety Data

• Hazardous Substances Data: 64037-15-6(Hazardous Substances Data)

Usage

General Description

5-Methylbenzoxazole-2-amine, also known as 5-MBOA, is an organic compound with the molecular formula C8H8N2O. It is categorized under the benzoxazoles class of chemicals which feature a benzene-fused oxazole ring in their structure. This yellow-colored, crystalline powder compound is commonly used in the field of organic synthesis as well as in the manufacturing of various pharmaceuticals. Its synthesized form is known to possess biological activities which can provide potential applications in medicinal chemistry. However, the characteristics and health hazards related to its exposure are currently not well-documented, necessitating careful handling and use in research and industrial settings.

InChI:InChI=1/C8H8N2O/c1-5-2-3-7-6(4-5)10-8(9)11-7/h2-4H,1H3,(H2,9,10)

Upstream product

• 90564-72-0 3-amino-6-methyl-benzo[1,4]oxazin-2-ylideneamine 
• 10531-78-9 5-methyl-1,3-benzoxazole 
• 95-84-1 3-amino-4-hydroxytoluene 
• 7664-41-7 ammonia 
• 506-68-3 bromocyane 

Downstream Products

• 129227-40-3 4-Chloro-N-(5-methyl-benzooxazol-2-yl)-benzamidine 
• 129227-39-0 2-Chloro-N-(5-methyl-benzooxazol-2-yl)-benzamidine 
• 129227-07-2 2-Methyl-N-(5-methyl-benzooxazol-2-yl)-benzamidine 
• 22876-15-9 5-methylbenzo[d]oxazol-2(3H)-one 
• 38334-93-9 N-m-Methylbenzoyl-thioharnstoff 
• 128406-96-2 6-Methyl-4-m-tolyl-9-oxa-1,3,4a-triaza-fluorene-2-thione 
• 129227-06-1 N-(5-Methyl-benzooxazol-2-yl)-benzamidine 
• 129227-18-5 2-(4-Methoxy-phenyl)-7-methyl-benzo[4,5]oxazolo[3,2-b][1,2,4]triazole 
• 129227-19-6 2-(2-Chloro-phenyl)-7-methyl-benzo[4,5]oxazolo[3,2-b][1,2,4]triazole 
• 129227-20-9 2-(4-Chloro-phenyl)-7-methyl-benzo[4,5]oxazolo[3,2-b][1,2,4]triazole 
• 129227-16-3 7-Methyl-2-o-tolyl-benzo[4,5]oxazolo[3,2-b][1,2,4]triazole 
• 129227-17-4 7-Methyl-2-p-tolyl-benzo[4,5]oxazolo[3,2-b][1,2,4]triazole 
• 129227-15-2 7-Methyl-2-phenyl-benzo[4,5]oxazolo[3,2-b][1,2,4]triazole 
• 38334-94-0 (4-chloro-benzoyl)-thiourea 

Relevant articles and documents

Design, synthesis, and evaluation of substituted 2-acylamide-1,3-benzo[d]zole analogues as agents against MDR- and XDR-MTB

N-(5-Chlorobenzo[d]oxazol-2-yl)-4-methyl-1,2,3-thiadiazole-5-carboxamideox-amide has been identified as a potent inhibitor of Mtb H37Rv, with a minimum inhibitory concentration (MIC) of 0.42 μM. In this study, a series of substituted 2-acylamide-1,3-zole analogues were designed and synthesized, and their anti-Mtb activities were analyzed. In total, 17 compounds were found to be potent anti-Mtb agents, especially against the MDR- and XDR-MTB strains, with MIC values 10 μM. These analogues can inhibit both drug-sensitive and drug-resistant Mtb. Four representative compounds were selected for further profiling, and the results indicate that compound 18 is acceptably safe and has favorable pharmacokinetic (PK) properties. In addition, this compound displays potent activity against Gram-positive bacteria, with MIC values in the range of 1.48–11.86 μM. The data obtained herein suggest that promising anti-Mtb candidates may be developed via structural modification, and that further research is needed to explore other compounds.

A metal-free oxidative amination of benzoxazoles with primary amines and ammonia

An efficient synthesis of 2-aminobenzoxazoles is described by a direct oxidative amination of unfunctionalized benzoxazoles with primary amines. The reaction could be performed in the absence of transition metals by using catalytic amounts of a quaternary ammonium iodide and tert-butylhydroperoxide as a cheap and easy-to-handle co-oxidant. In addition to primary amines, aqueous solutions of NH3 were used to introduce a primary amine group into the heterocyclic core. Georg Thieme Verlag Stuttgart. New York.

Processes for the preparation of 0-(2-aminobenzo[d]oxazol-5-yl)methyl hydroxylamine for the synthesis of 6,11-bicyclic erythromycin derivative EDP-182

The present invention relates to processes and intermediates for the preparation of 6-11 bicyclic erythromycin derivative known as EDP-182 (IX-a). In particular, the present invention relates to processes and intermediates for the preparation of O-(2-amin